6-Chloro-5-nitro-1H-indazole

Name: 6-Chloro-5-nitro-1H-indazole
Brand: ChemScene
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CAS No. 101420-98-8
Cat. No. CS-0060137
Purity≥97%
MDL No.MFCD08690109

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
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General Information

CAS No. 101420-98-8
Cat. No. CS-0060137
Purity ≥97%
MDL No. MFCD08690109
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₄ClN₃O₂
Molecular Weight 197.58
Synonym(s) 6-Chloro-5-nitro-2H-indazole
SMILES C1=C(C(=CC2=NNC=C12)Cl)[N+](=O)[O-]

Description

6-Chloro-5-nitro-1H-indazole is a heterocyclic scaffold featuring complementary electron-withdrawing groups at the 5- and 6-positions, enabling efficient coupling in cross-coupling reactions. The chlorine atom serves as a reliable handle for palladium-catalyzed transformations, while the nitro group enhances reactivity in electrophilic substitutions. This compound exhibits excellent stability under standard bench conditions and integrates readily into complex molecular architectures.

Application

6-Chloro-5-nitro-1H-indazole serves as a versatile building block in medicinal chemistry, enabling site-selective functionalization via palladium-catalyzed cross-coupling reactions. The chloro group facilitates C–C bond formation under standard conditions, while the nitro function provides a handle for reduction to an amine or further derivatization. Its stability and compatibility with diverse reaction environments make it valuable for constructing complex heterocyclic scaffolds in API development.

Safety Information

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GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

TPSA 71.82
LogP 2.1245
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Nitro compounds

Building Blocks Skeleton Aromatic heterocycle compounds Indazole compounds

Key Words

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6-Chloro-5-nitro-1H-indazole

CAS No. 101420-98-8

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